PMSF

Names

[ CAS No. ]:
329-98-6

[ Name ]:
PMSF

[Synonym ]:
α-Toluenesulfonyl fluoride
Benzenemethanesulfonyl fluoride
Phenylmethanesulfonyl fluoride (PMSF)
Phenylmethylsulfonyl fluoride
Phenylmethanesulfonyl fluoride
Phenylmethanesulphonyl fluoride
Fluoride, Phenylmethanesulfonyl
phenyl methane sulfonyl fluoride
phenylmethyl-sulfonyl fluoride
PMSF
EINECS 206-350-2
Benzylsulfonyl Fluoride
Benzylsulphonyl fluoride
MFCD00007421

Biological Activity

[Description]:

PMSF is an irreversible serine/cysteine protease inhibitor commonly used in the preparation of cell lysates.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Cathepsin

Research Areas >> Others

[In Vitro]

PMSF (2 mM) inhibits carbachol-stimulated inositol phosphate accumulation in the presence of Li+ by only 15%-19%. PMSF inhibition of phosphoinositide turnover is due to one or more steps following phosphoinositide breakdown[1]. PMSF inhibits the acylation of the inositol residue of GPI intermediates in bloodstream form T. brucei. PMSF inhihits the formntion of glycolipid C but does not inhibit fatty acid remodeling in vitro. PMSF inhihits GPI acylation and ethanolamine phosphatp addition in procyclic trypanosomes but not in Hela cells[2].

[In Vivo]

PMSF (0.1 mL/10 g b.wt, i.p.) produces antinociception as indicated by the dose-responsive increase in % MPE in the tail-flick latency evaluation, but fails to produce a clear dose-responsive inhibition of locomotion. Mice receiving i.p. injections of PMSF exhibit cannabinoid effects that includes antinociception, hypothermia and immobility with ED50 values of 86, 224 and 206 mg/kg, respectively. PMSF (30 mg/kg) pretreatment potentiates the effects of anandamide on tail-flick response (antinociception), spontaneous activity and mobility by 5-, 10- and 8-fold, respectively[3].

[Animal admin]

Male ICR mice weighing 18 to 25 g are used in the assay. PMSF is dissolved in sesame oil and administered i.p. at a volume of 0.1 mL/10 g b.wt. PMSF is always administered 10 min before i.v. anandamide or vehicle injections. Mice are acclimated to the evaluation room overnight without interruption of food or water. After i.v. anandamide or vehicle administration each animal is evaluated as follows: tail-flick latency (antinociception) response at 5 min and spontaneous (locomotor) activity at 5 to 15 min; or core (rectal) temperature at 5 min and ring-immobility (catalepsy) at 5 to 10 min.

[References]

[1]. Sekar, M.C. and B.D. Roufogalis, Differential effects of phenylmethanesulfonyl fluoride (PMSF) on carbachol and potassium stimulated phosphoinositide turnover and contraction in longitudinal smooth muscle of guinea pig ileum. Cell Calcium, 1984. 5(3): p.

[2]. Guther, M.L., W.J. Masterson, and M.A. Ferguson, The effects of phenylmethylsulfonyl fluoride on inositol-acylation and fatty acid remodeling in African trypanosomes. J Biol Chem, 1994. 269(28): p. 18694-701.

[3]. Compton, D.R. and B.R. Martin, The effect of the enzyme inhibitor phenylmethylsulfonyl fluoride on the pharmacological effect of anandamide in the mouse model of cannabimimetic activity. J Pharmacol Exp Ther, 1997. 283(3): p. 1138-43.

[Related Small Molecules]

Leupeptin hemisulfate salt | E-64 | CA-074 methyl ester | LY 3000328 | Odanacatib(MK-0822) | CA 074 TFA | VBY-825 | Balicatib | Cysteine Protease inhibitor | Papain | MK-0822 | Cathepsin Inhibitor 2 | E-64c | MIV-247

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
285.7±19.0 °C at 760 mmHg

[ Melting Point ]:
92-95 °C

[ Molecular Formula ]:
C₇H₇FO₂S

[ Molecular Weight ]:
174.193

[ Flash Point ]:
126.6±21.5 °C

[ Exact Mass ]:
174.015076

[ PSA ]:
42.52000

[ LogP ]:
2.33

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.522

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
hydrolysis

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XT8040000

CHEMICAL NAME :: alpha-Toluenesulfonyl fluoride

CAS REGISTRY NUMBER :: 329-98-6

BEILSTEIN REFERENCE NO. :: 2088311

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C7-H7-F-O2-S

MOLECULAR WEIGHT :: 174.20

WISWESSER LINE NOTATION :: WSF1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 173,33,1954

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 39,265,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 215 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

REFERENCE :: LIFSAK Life Sciences. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-8, 1962-69; V.14- 1974- Volume(issue)/page/year: 31,1193,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4865 No. of Facilities: 104 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 2391 (estimated) No. of Female Employees: 1942 (estimated)

Safety Information

[ Symbol ]:

GHS05, GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H314

[ Precautionary Statements ]:
P280-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P2 (EN 143) respirator cartridges;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R25;R34

[ Safety Phrases ]:
S7-S16-S45-S36/37/39-S28A-S26

[ RIDADR ]:
UN 3261 8/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
XT8050000

[ Packaging Group ]:
III

[ Hazard Class ]:
8

[ HS Code ]:
2904909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2904909090

[ Summary ]:
HS:2904909090 sulphonated, nitrated or nitrosated derivatives of hydrocarbons, whether or not halogenated VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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Related Compounds

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